You’ve probably seen ankle boot mentioned many times if you’ve searched shoes that every woman should have in her wardrobe.
It’s understandable. Most of us own ankle boots, which are timeless pieces in our wardrobe. I love ankle boots. I wear mine with almost every outfit during the fall and winter.
I love to wear ankle boots with jeans. All denim cuts, from straight leg jeans to wide leg jeans to skinny jeans can be worn with ankle boots. It can be difficult to get the right fit.
When wearing ankle boots and jeans, there are many things to consider. How high should the boots go? The shoes need to match the outfit. Which jeans do you wear with your ankle boot? Straight leg, skinny leg, or wide-leg? I style my jeans differently depending on which boot I am wearing. I can either wear them cuffed or tuck in.
To help you style these classics I will teach you all you need to learn about how to style ankle boots and some outfit ideas as well!
Table of Contents
Do’s and Don’ts of Wearing Ankle Boots With Jeans
- Wear cropped jeans. Cropped jeans will fall right at the beginning of your ankle boots, so there is no need to tuck in your jeans. Let the denim reach an inch or so above your boots. It’s important to note that unless you are going for a particular look, it is best to not show too much calf between your jeans’ bottom and boots’ top. In most cases, boots should be worn above the ankle bone.
- Only tuck boots into jeans if they do not bunch. If your jeans are long and reach your ankle boots, I recommend doing this. Also, you should only tuck your jeans in if the boot opening is large enough to accommodate the bottom of your jeans. If your jeans are too short or your boots are too tall, don’t tuck them in.
- Cuffing is another way to prevent your jeans from bunching so that you don’t need to tuck in. There should be no more than a thin strip of skin between the boot and cuff. Cuff the boots just above where they begin. Cuffing works best with short or medium-height boots.
- Choose jeans that are the same height as your boots. If your jeans are a good length and your ankle boots are at an appropriate height, then you will be fine and have enough space between your boots and jeans. Do nothing if you find that your jeans are above your ankles and your boots are at ankle height.
- Be aware of the styles. The different shaft heights of ankle boots can cause confusion when it comes to how to wear ankle boots with jeans. According to a general rule, ankle boots can be short (hitting right under or at the anklebone), medium (hitting about an inch above or below the anklebone), or tall (hitting a few inches over the anklebone).
How to wear ankle boots with skinny jeans
Top, Jeans Jacket, Boots and Bag
This outfit is my favorite for fall. This outfit is pretty similar to the one I’m wearing. I just bought a brown moto-style jacket that looks like this.
Start with a simple white top. Grab your favorite moto-jacket to wear on top. You can wear any jacket for fall. You can also tuck in your ankle boots and skinny jeans. You can leave them alone, or cuff the hems.
Grab a black shoulderbag and you are ready to go, whether it’s for a quick coffee run, a lunch date or wherever your day may take you!
How to wear ankle boots with straight leg jeans
Products: Cardigan Sweater, Jeans, Boots, Watch
As the weather cools, this outfit is perfect for a transitional look from summer to fall. It couldn’t be simpler to put this outfit together. Get a crew-neck or cardigan first. Pair it with straight-leg denim. You don’t need to tuck in straight-leg pants into boots. Just let them brush over the boots.
You can choose boots that have a higher shaft, so the opening is located above your ankle. It is easier to put your jeans over top.
Wear a watch to complete your look for a brunch in the fall. You can also turn this look into a night out look by adding statement earrings and red lipstick to your outfit before heading to a dinner or play.
How to wear ankle boots with wide leg jeans
Products: Top, Jeans, Boots, Tote Bag
The outfit below shows a way to pair wide-leg jeans and ankle boots. Due to the wide opening of the pants, it is best not to cuff them and let the jeans fall over the ankle boot. Wear them with pointed toe boots for an added bonus.
This outfit would work well for a lunch date or a trip to the flea market. If you’re going out to drinks or a comedy show, swap the tote for a purse.
For the look, choose a white top with an eyelet detail, such as this eyelet sleeved top. Even ruffled sleeves will work. Put on your wide-leg denims. Wear a neutral color, like brown, instead of black boots. Grab your tote or bag of choice.
Top Ankle Boot Outfit Ideas
You can pair ankle boots in a variety of ways with jeans. This combination can be styled in a variety of ways, so don’t limit yourself!
Want some more outfit inspiration? Here’s some more inspiration for styling ankle boots with jeans.
Cardigan with Ankle Boots
Pair them with mom jeans and a cardigan , preferably in a vibrant color such as pink, for a cute and girly outfit. Any boot will work, but these are my favorites because of the buckle detail.
You can also cuff your jeans because the shafts of the boots are high. The edgy look is a great balance to the feminine cardigan.
Try this look when you are going to school, the library or a coffeeshop to study. Remember that you do not have to wear heels with a feminine item like a cardigan. These flat ankle boots will still look amazing!
Flannel shirt with Ankle Boots
A pair of chunky platform boots is on trend. Wearing them with a flannel top will add an edge to your look.
We will all be buying flannels soon, as fall is just around the corner. There’s really nothing more “fall” than a flannel with jeans and ankle boots. This look is built around that.
To create this outfit, layer a white tank under a plaid flannel t-shirt. Put on a pair jeans and some chunky boots. Add some statement earrings for a more vibrant look.
This outfit would be perfect for apple picking when the fall season comes or to go out with friends to watch a movie.
Graphic T-Shirt and Ankle Boots
When browsing online, these two toned boots from Nasty Gal caught my eye. I fell in love. These boots are a great statement piece for your wardrobe. Even the simplest outfit can be made more interesting with colorful ankle boots.
Try a graphic T-shirt with a pair jeans. The jeans have straight legs so you can leave them alone and lightly brush over the ankle boot.
If you prefer neutral-colored ankle boots, this look is perfect for thrift shopping and dinner with friends. If it’s cold, throw on a moto-jacket or a cropped sweater to add a stylish touch.
White Tank with Ankle Boots
Ankle boots are a great way to dress up casual outfits. Consider this outfit with a tank and jeans. It would be more casual with sneakers but paired with ankle boots it is a stylish outfit for the day.
This outfit is perfect for a brunch or a night on the town. You can wear low-heeled boots or flats if the heels are too much for you. It will still look great. You can also wear a long or short sleeved top, or a black motorcycle jacket to give this look a more edgy feel.
Bomber Jacket with Ankle boots
You want to maintain the casual look with jeans and ankle boots? Consider wearing a bomber over your top. A denim jacket or bomber can make an outfit look casual. Even flat ankle boots such as these hikers, with jeans cuffed over them, can create a casual look.
Wear a black top with black boots and a shoulder bag in black to match the colors. If you switch the shoulder bag out for a backpack or tote, it will be a great look to run errands or thrift shop.
Trench Coat and Ankle Boots
Trench coats are timeless and versatile fashion pieces. They’re a great investment. It looks great when worn with ankle boots. This outfit is so chic: the white ankle boots look great with a trench coat in a vibrant color like this one, and classic light-washed jeans.
The trench coat is perfect for the fall, and also in spring when it rains. Wear whatever top you like under the trench coat. However, a white tee will match your ankle boots and complete the look. This look is perfect for a night out with your partner or a trip to the lounge.
Puffer Jacket with Ankle boots
puffer coat is another option for wearing with ankle boots. The cropped puffer is the most popular choice for this year. However, a mid-length jacket that ends at the hips is also acceptable. Your style choice is the only thing that matters!
Wear a black top underneath. Wear a pair or wide-leg, straight-leg, black jeans with black ankle boots to create a stylish look for a night on the town.
What do you think of our Ankle Boots and Jeans Outfits?
What do you think about the outfits that we selected? Would you wear these outfits? Which outfit is your favourite? Let us know by leaving a comment!
